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$147+ Cheap flights from Valparaiso, FL to Milwaukee (VPS - MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — MKE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Valparaiso to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$295
(American Airlines)

One-way from

$147
(American Airlines)

Popular in

January

Cheapest in

May

Average price

$376
From Valparaiso Destin-Ft Walton Beach to Milwaukee-Mitchell
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One-way flight from Valparaiso Destin-Ft Walton Beach to Milwaukee-Mitchell
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Highest demand for flights based on searches. 14% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Valparaiso to Milwaukee

Cheapest flights from Valparaiso to Milwaukee
Explore the most affordable flight options available from Valparaiso to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:00 pmVPS - MKE
1 stop5h 16mAmerican Airlines
Wed 10/2211:33 amMKE - VPS
1 stop7h 20mAmerican Airlines
Deal found 9/15$295
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1712:00 pmVPS - MKE
1 stop4h 17mDelta
Mon 12/225:46 pmMKE - VPS
1 stop5h 12mDelta
Deal found 9/17$303
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:15 pmVPS - MKE
1 stop5h 36mDelta
Mon 12/223:26 pmMKE - VPS
1 stop5h 06mDelta
Deal found 9/17$311
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/179:27 amVPS - MKE
1 stop6h 50mDelta
Tue 12/237:30 amMKE - VPS
1 stop6h 33mDelta
Deal found 9/17$324
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/241:00 pmVPS - MKE
1 stop5h 19mDelta
Mon 10/274:46 pmMKE - VPS
1 stop4h 13mDelta
Deal found 9/15$332
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:15 amVPS - MKE
1 stop4h 45mSouthwest
Sun 11/235:00 amMKE - VPS
1 stop4h 55mSouthwest
Deal found 9/16$340
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:30 pmVPS - MKE
2 stops9h 00mSouthwest
Tue 12/2311:25 amMKE - VPS
1 stop9h 45mSouthwest
Deal found 9/17$343
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:00 pmVPS - MKE
1 stop4h 56mDelta
Mon 12/223:26 pmMKE - VPS
1 stop5h 06mDelta
Deal found 9/17$348
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1912:59 pmVPS - MKE
2 stops10h 43mAmerican Airlines
Sun 11/235:29 amMKE - VPS
2 stops10h 19mAmerican Airlines
Deal found 9/16$351
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/179:27 amVPS - MKE
1 stop6h 50mDelta
Wed 12/246:35 amMKE - VPS
1 stop6h 36mDelta
Deal found 9/17$355

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Valparaiso to Milwaukee that are best for you.

Fly from

Valparaiso

Fly to

Milwaukee

Route

Depart

Return

Price

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Wed 12/17

12:00 pm-4:17 pm

1 stop4h 17m

Milwaukee-Mitchell

Mon 12/22

5:46 pm-10:58 pm

1 stop5h 12m

$303

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Thu 12/18

1:15 pm-6:51 pm

1 stop5h 36m

Milwaukee-Mitchell

Mon 12/22

3:26 pm-8:32 pm

1 stop5h 06m

$311

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Wed 12/17

9:27 am-4:17 pm

1 stop6h 50m

Milwaukee-Mitchell

Tue 12/23

7:30 am-2:03 pm

1 stop6h 33m

$324

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Thu 12/18

1:15 pm-6:51 pm

1 stop5h 36m

Milwaukee-Mitchell

Tue 12/23

6:35 am-1:11 pm

1 stop6h 36m

$332

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Fri 10/24

1:00 pm-6:19 pm

1 stop5h 19m

Milwaukee-Mitchell

Mon 10/27

4:46 pm-8:59 pm

1 stop4h 13m

$332

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Wed 11/19

7:15 am-12:00 pm

1 stop4h 45m

Milwaukee-Mitchell

Sun 11/23

5:00 am-9:55 am

1 stop4h 55m

$340

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Thu 12/18

2:30 pm-11:30 pm

2 stops9h 00m

Milwaukee-Mitchell

Tue 12/23

11:25 am-9:10 pm

1 stop9h 45m

$343

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Fri 12/19

7:00 pm-11:56 pm

1 stop4h 56m

Milwaukee-Mitchell

Mon 12/22

3:26 pm-8:32 pm

1 stop5h 06m

$348

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Tue 10/14

7:00 am-1:47 pm

1 stop6h 47m

$147

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 10/5

4:57 pm-11:48 pm

1 stop6h 51m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 13 results
1
2

Best time to book a flight from Valparaiso to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Valparaiso with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Valparaiso to Milwaukee

What is the cheapest month to book a flight from Valparaiso, Florida to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Valparaiso, Florida to Milwaukee (average of $280). Flying from Valparaiso, Florida to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from VPS to MKE?

Find hourly flight availability from Valparaiso to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Valparaiso, Florida to Milwaukee at noon. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight in the afternoon.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated September 17, 2025.
See what other customers who have flown with Southwest and Delta from Valparaiso to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Valparaiso, Florida to Milwaukee?

    Departing from Valparaiso, Florida to Milwaukee will take you 4h 17m. Airlines will cover a distance of 864 mi.

  • What are the cheapest airlines flying from Valparaiso, Florida to Milwaukee round-trip?

    Currently priced at $236, Delta will fly you from Valparaiso, Florida to Milwaukee and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $334. Delta is priced at 42% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Valparaiso to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Valparaiso to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Valparaiso to Milwaukee.

  • Can I find deals for business class flights from Valparaiso to Milwaukee?

    Yes. Cheapflights offers flight deals from Valparaiso to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Valparaiso, Florida to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Valparaiso, Florida to Milwaukee (average of $280). Flying from Valparaiso, Florida to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
Wauwatosa

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Alternative routes for Valparaiso to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Valparaiso to Milwaukee

Discover the top 2 airlines that operate flights from Valparaiso to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$236Average$365FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$334Average$384FlexibilityNo cancel feeOn-time63%

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